HCID 18678579, compound → (2S)-1-(1H-Indol-5-yloxy)-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propan-2-ol

HRID 1634763Notes

Reaction equation

HRID 1634763 reaction equation
[O:1]1[CH2:3][C@H:2]1[CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[CH:9]2.[NH2:15][CH2:16][CH:17]1[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][C:25]([F:28])([F:27])[F:26])[CH2:19][CH2:18]1>>[NH:11]1[C:12]2[C:8](=[CH:7][C:6]([O:5][CH2:4][C@@H:2]([OH:1])[CH2:3][NH:15][CH2:16][CH:17]3[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][C:25]([F:28])([F:26])[F:27])[CH2:19][CH2:18]3)=[CH:14][CH:13]=2)[CH:9]=[CH:10]1

Participants

3

Reactant 2

HCID 18678579HCID 18678579, compoundHCID 23553465(2S)-1-(1H-indol-5-yloxy)-2,3-epoxypropane

Product 1

HCID 59032943(2S)-1-(1H-Indol-5-yloxy)-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propan-2-olYield 55.1%

Procedure

Prepared from 5-[(2S)-oxiranylmethoxy]-1H-indole (0.050 g, 0.25 mmol) and 4-aminomethyl-1-(3,3,3-trifluoropropyl)-piperidine (0.105 g, 0.5 mmol) according to the procedure used for Example 2 to give 0.055 g of the title compound as a white solid.

Sources & evidence

ORD record
ord-f16f761896e2427cb4054770b857f59f
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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